TRIMYRISTIN POST LAB

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SUNY at Albany *

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ORGANIC CH

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Chemistry

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Dec 6, 2023

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docx

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2

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Isolation of Trimyristin from Nutmeg Casey Grogan 06/06/2023 Chemical Structures: Technique: Reflux distillation was used to heat and condense any vapors that are being produced and then return them back to the rb flask used. This prevents loss of solvents and reactants. Next, gravity filtration was used to extract the solid nutmeg from liquid ether. Then, simple distillation was used to extract the ether from trimyristin. Finally, once the product was left to sit for a week, vacuum filtration was used to extract and dry the crystal product from the mixture. Procedure: Nutmeg was grounded into a powder (1.25g) and added to a 50 mL flask with C4H10O (15 mL). The mixture was distilled via reflux distillation for 30 minutes while being heated and mixed with stir bar. The time of first fraction collected was recorded and mixture was left to cool to r.t. after 30 minutes had expired. The mixture was then filtered via gravity filtration to remove nutmeg. Simple distillation was then used to extract ether from the product. The remaining yellow residue (trimyristin) was then transferred to an Erlenmeyer flask where C3H6O (10 mL) was added. A cork was then placed in the flask, secured with parafilm, and stored for about one week to allow crystals to form. Vacuum filtration was used to separate and dry crystal product. Product was then weighed, and melting point was obtained. Data: Amount of trimyristin crystals recovered: 0.04g Percent Recovery = (amount recovered / starting amount) x 100 = (0.04g/1.25g) x 100 = 3.2 % The trimyristin crystals were small off white, pebble like structures. Each crystal was individual and none of this product clumped together. Melting point: 55.90 °C
Discussion: The percent recovery is lower than the expected value. In the experiment the percent yield was approximately 3.2 % and the expected range was approximately 7 % -10 % based off outside literature. As for the melting point, although the melting point observed was lower than the range expected it is still considered a successful extraction because the melting point range of trimyristin is 56 °C. – 58 °C and the m.p. found is only .10 degrees lower than the known value. Conclusion: Pure trimyristin was extracted and recrystallized from the natural source of nutmeg by using gravity filtration and reflux distillation. A 3.2% (0.032g trimyristin) yield was recovered and the melting point was determined to be 55.9 °C.
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